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Milestone

Milestone

We are Milestone

Milestone is a national settlement planning and administration firm. We provide trial lawyers and their clients with trusted financial guidance and strategies around settlements to ensure financial security for a lifetime. Our approach to settlement planning and administration is comprehensive, but our focus is simple: securing your future. We have guided thousands of trial lawyers and their clients through the settlement process, taking the time to understand the complexities of each case, to assess the best outcomes, and to find the paths that allow plaintiffs and trial lawyers to manage their future financial needs and meet their short and long-term goals.
Our areas of expertise include qualified settlement fund administration, attorney fee deferral, and plaintiff settlement planning.

Core Services

  • Qualified Settlement Fund Administration
  • Tax-Free Settlement Design
  • Attorney Fee Deferral
  • Special Needs Trusts
  • Medicare Set Asides
  • Government Benefits Compliance
  • Settlement Advocacy and Mediation
  • Wealth Management

Founder Bio

John Bair | Founder

John Bair holds over twenty years of experience in the settlement planning industry. He is the Founder of Milestone as well as Co-Founder of the Bairs Foundation, a first-of-its-kind 501C3 public charity providing low-interest pre-settlement funding to plaintiffs. Most recently, John has co-founded CrowFly, an online exchange that connects buyers and sellers of structured settlement annuities.

A graduate of West Point, John served in the U.S. Cavalry for seven years as a Captain and Aviation Officer. In his spare time, John’s an avid soccer, basketball, and hockey Dad. He loves traveling the world with his wife, Amy, and enjoys healthy competition in bocce, billiards, and cornhole.

Amy Fogle | CEO

Amy Fogle is the CEO of Milestone. Amy brings over a decade of experience in financial services, and she oversees all operations and provides strategic leadership for all entities. She has been with the firm since 2020.

In her personal life, Amy and her husband, Ryan, have three little girls, Caroline, Clara & Colette. She enjoys spending time with her family outdoors when possible, and loves making time for little adventures.

President Bio

We are Milestone

Milestone is a national settlement planning and administration firm. We provide trial lawyers and their clients with trusted financial guidance and strategies around settlements to ensure financial security for a lifetime. Our approach to settlement planning and administration is comprehensive, but our focus is simple: securing your future. We have guided thousands of trial lawyers and their clients through the settlement process, taking the time to understand the complexities of each case, to assess the best outcomes, and to find the paths that allow plaintiffs and trial lawyers to manage their future financial needs and meet their short and long-term goals.
Our areas of expertise include qualified settlement fund administration, attorney fee deferral, and plaintiff settlement planning.

Core Services

  • Qualified Settlement Fund Administration
  • Tax-Free Settlement Design
  • Attorney Fee Deferral
  • Special Needs Trusts
  • Medicare Set Asides
  • Government Benefits Compliance
  • Settlement Advocacy and Mediation
  • Wealth Management

Founder Bio

John Bair | Founder

John Bair holds over twenty years of experience in the settlement planning industry. He is the Founder of Milestone as well as Co-Founder of the Bairs Foundation, a first-of-its-kind 501C3 public charity providing low-interest pre-settlement funding to plaintiffs. Most recently, John has co-founded CrowFly, an online exchange that connects buyers and sellers of structured settlement annuities.

A graduate of West Point, John served in the U.S. Cavalry for seven years as a Captain and Aviation Officer. In his spare time, John’s an avid soccer, basketball, and hockey Dad. He loves traveling the world with his wife, Amy, and enjoys healthy competition in bocce, billiards, and cornhole.

Amy Fogle | CEO

Amy Fogle is the CEO of Milestone. Amy brings over a decade of experience in financial services, and she oversees all operations and provides strategic leadership for all entities. She has been with the firm since 2020.

In her personal life, Amy and her husband, Ryan, have three little girls, Caroline, Clara & Colette. She enjoys spending time with her family outdoors when possible, and loves making time for little adventures.

President Bio

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